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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Middletown vacation homes

TV

Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (3 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is ￥17,073
￥34,309 total
includes taxes & fees
Jul 8 - Jul 9
Emerald Lodge quiet efficiency
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is ￥28,292
￥52,519 total
includes taxes & fees
Jul 6 - Jul 7
Tangerine Cottage spacious home
Outdoor dining

Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.4 out of 10, Exceptional, (28 reviews)
"The property is very clean and quiet. A lovely place to stay! "
United States
MIKE
The price is ￥14,471
￥32,242 total
includes taxes & fees
Jul 20 - Jul 21
Cobb Mountain Chalet King Size Suite
Outdoor pool

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (23 reviews)
The price is ￥21,805
￥47,832 total
includes taxes & fees
Jul 13 - Jul 14
2 Hidden Wine Country Gem Upstairs Unit
Terrace/patio

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Healdsburg
10.0 out of 10, Exceptional, (14 reviews)
"Great location!"
United States
Riley F.
The price is ￥30,731
￥68,545 total
includes taxes & fees
Jul 5 - Jul 6
Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Interior

Cozy Cottage: Panoramic Lake Views, WiFi, Deck

Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Clearlake Oaks
8.4 out of 10, Very Good, (10 reviews)
"Great communication from the property owner! Easy stay, well-appointed for our brief stay - beautiful lake views, sunsets, and sunrise!"
United States
Melanie B.
The price is ￥24,390
￥36,585 total
includes taxes & fees
Jul 9 - Jul 10
Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Dining

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
10.0 out of 10, Exceptional, (11 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is ￥32,520
￥81,137 total
includes taxes & fees
Jul 5 - Jul 6
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Property grounds

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
Clearlake
10.0 out of 10, Exceptional, (1 review)
"It was very cute and right on the water my son loved the fishing the host and the neighbors were all so nice we got great family time with my sick mom beautiful sunset just a great experience"
United States
Amelia K.
The price is ￥21,138
￥44,640 total
includes taxes & fees
Jul 2 - Jul 3
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Dining

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is ￥26,829
￥60,422 total
includes taxes & fees
Jul 7 - Jul 8
Wine Country Cottage Escape
Pool

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is ￥19,239
￥24,787 total
includes taxes & fees
Jul 19 - Jul 20
Lodge Room for 2-3 people
Property grounds

Bungalow on the lake

Bungalow on the lake
Clearlake
7.8 out of 10, Good, (8 reviews)
"Great little cottage for a good price. "
United States
Danielle C.
The price is ￥22,244
￥33,034 total
includes taxes & fees
Jul 6 - Jul 7
Bungalow on the lake
TV, fireplace

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (74 reviews)
"Great place close to KJ and La Crema wineries!"
United States
Nancy P.
The price is ￥37,568
￥86,646 total
includes taxes & fees
Jul 5 - Jul 6
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Exterior

Guinda's Finest Nature Get-Away!

Guinda's Finest Nature Get-Away!
Guinda
9.8 out of 10, Exceptional, (9 reviews)
"Wonderful location, beautiful view."
United States
George M K.
The price is ￥43,902
￥67,804 total
includes taxes & fees
Jul 5 - Jul 6
Guinda's Finest Nature Get-Away!
Terrace/patio

Panoramic Views! Home w/ Boat Slip on Clear Lake

Panoramic Views! Home w/ Boat Slip on Clear Lake
Lucerne
8.6 out of 10, Excellent, (4 reviews)
"Great host"
United States
Sharon M.
Panoramic Views! Home w/ Boat Slip on Clear Lake
Smart TV

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (39 reviews)
"Clean and comfortable place to stay, easy-check in, good amenities and location. Would definitely stay again."
United States
Scott W.
The price is ￥29,268
￥86,601 total
includes taxes & fees
Jul 6 - Jul 7
Serenity at the Russian River
Fridge, microwave, oven, stovetop

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is ￥29,593
￥74,467 total
includes taxes & fees
Jul 28 - Jul 29
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Dining

Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
Northwest Santa Rosa
10.0 out of 10, Exceptional, (84 reviews)
"Awesome pet friendly home with nice backyard, great location. Really enjoyed our two night stay in this well appointed home while visiting surrounding areas. Cynthia responded so quickly to any of our questions. Would love to stay here again! "
United States
Keri S.
The price is ￥40,162
￥91,687 total
includes taxes & fees
Jul 6 - Jul 7
Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
Outdoor pool, a heated pool

Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (19 reviews)
"Tatiana was a great, responsive host. The unit was adorable. what you see in the listing is exactly what you get, and more. It’s the perfect getaway, secluded and serene. the unit came supplied with all the comforts of home. Access to the pool and spa was definitely the cherry on top. We can’t wait to revisit soon. "
United States
Francisco S.
The price is ￥54,146
￥61,951 total
includes taxes & fees
Jul 15 - Jul 16
Cozy Wine Country Guesthouse with Private Pool & Yard
Dining

Spacious 5BR/3BA Group Getaway, Pool & EV Charger

Spacious 5BR/3BA Group Getaway, Pool & EV Charger
Santa Rosa
10.0 out of 10, Exceptional, (12 reviews)
"Gorgeous backyard, fully-stocked kitchen, attractive and comfortable bedding, and fun games for the kids inside and out of the house."
United States
Michelle S.
The price is ￥51,747
￥137,691 total
includes taxes & fees
Jul 2 - Jul 3
Spacious 5BR/3BA Group Getaway, Pool & EV Charger
Property grounds

The 1925 Gunn House

The 1925 Gunn House
Kelseyville
10.0 out of 10, Exceptional, (4 reviews)
"I really love the house and they got right back to me when I wrote them. All around great place"
United States
mary b.
The price is ￥32,927
￥73,902 total
includes taxes & fees
Jul 6 - Jul 7
The 1925 Gunn House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

10/10 Excellent
"New property. Well done."
Dana 2-night trip
Posted 5 hours ago
La Quinta Inn & Suites Santa Rosa Sonoma

Find out more about Middletown

Middletown Vacation Homes information

Number of reviews
356
Accommodation
647 Vacation Homes
Lowest Price
￥24,787
Highest Price
￥137,691